(E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester
• CAS No.: 38110-32-6
• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.339
• Mol file: 38110-32-6.mol

Synonyms:

Chemical Property of (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester

There total 2 articles about (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Methyl diethylphosphonoacetate (1067-74-9) + 4'-benzyloxy-acetophenone (54696-05-8) → (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester (38110-32-6)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide;

Reference yield:

p-benzyloxyphenylbromide (6793-92-6) + methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) → (E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester (38110-32-6)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium acetate; palladium diacetate; In N,N-dimethyl-formamide; Reflux;

DOI:10.1039/c4md00564c

Reference yield:

(E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid methyl ester (38110-32-6) → C21H25NO4

Guidance literature:

Multi-step reaction with 4 steps

1: selenium(IV) oxide; tert.-butylhydroperoxide / 1,2-dichloro-ethane / Reflux

2: ammonium formate; palladium 10% on activated carbon / ethanol / 0.05 h / 100 °C / Microwave irradiation

3: caesium carbonate / acetonitrile / 0.67 h / 100 °C / Microwave irradiation

4: aluminum (III) chloride / 1,2-dichloro-ethane / 0.42 h / 100 °C / Microwave irradiation

With tert.-butylhydroperoxide; selenium(IV) oxide; aluminum (III) chloride; palladium 10% on activated carbon; ammonium formate; caesium carbonate; In ethanol; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1039/c4md00564c

upstream raw materials:

Methyl diethylphosphonoacetate

4'-benzyloxy-acetophenone

p-benzyloxyphenylbromide

methyl crotonate

Downstream raw materials:

(E)-3-(4-Benzyloxy-phenyl)-but-2-enoic acid

4-(4-hydroxyphenyl)-dihydrofuran-2-one

Refernces